421 - 423 Simonton Street, Key West, FL 33040

Key West
Local realty services provided by:Better Homes and Gardens Real Estate Destinations
421 - 423 Simonton Street,Key West, FL 33040
$5,850,000
  • 6 Beds
  • 8 Baths
  • 3,010 sq. ft.
  • Multi-family
  • Active
Listed by: will langley, logan guevremont
Office: berkshire hathaway homeservices knight & gardner realty
MLS#:614546
Source:FL_FKBOR

Price summary

  • Price:$5,850,000
  • Price per sq. ft.:$1,943.52

About this home

Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest privacy and relaxation, each home includes its own outdoor lounging space and pool—perfect for cooling off after a day in the sun or enjoying a quiet evening under the palms. Whether you're looking for a investment opportunity, a vacation retreat with rental flexibility, or a mix of both, this unique setup delivers unmatched versatility just steps from the vibrant restaurants, galleries, and nightlife of Duval Street.

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Home facts

  • Year built:2020
  • Subdivision & Development:Old Town - Unlisted (1.0)
  • Listing ID #:614546
  • Added:106 day(s) ago
  • Updated:May 29, 2026 at 02:52 PM

Rooms and interior

  • Bedrooms:6
  • Total bathrooms:8
  • Kitchen Description:Built-in Cabinets
  • Living area:3,010 sq. ft.

Heating and cooling

  • Cooling:Ceiling Fans(s), Central Air

Structure and exterior

  • Year built:2020
  • Building area:3,010 sq. ft.
  • Lot area:0.08 Acres
  • Construction Materials:Combo Construction
  • Exterior Features:Privacy Wall/Fence

Finances and disclosures

  • Price:$5,850,000
  • Price per sq. ft.:$1,943.52
  • Tax amount:$26,522

Features and amenities

  • Amenities:Built-in Cabinets, Smoke Alarms

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